Your hearing loss reminds me of my late father's, almost completely deaf in one ear and a rapid rolloff above 1kHz in the other.
About 20 years ago he presented me with a graph like yours and his initial request was to help him hear the TV, without deafening everyone else. I made him an adjustable box that let him vary the high-pass (boost) frequency and rate of boost (2nd, 3rd or 4th order), followed by a tunable 6th order low-pass filter. I did this using switched capacitor filters, a single MF10 for the high-pass and a MF6 for the low pass, coupled with a couple of CD4046 chips that I had on hand as adjustable VCOs - allowing simple tuning of the filter cutoff frequencies.
Although the box allowed him 4th order boost (and even that was not near enough to compensate for his ear's rolloff), he settled on using the 3rd order. It gave him nearly 10dB boost in the mid frequencies without touching the lower ones. He loved it. I never looked at trying to improve his hearing aids, but he was never really happy with those. I don't know what he would have made of the newer devices.
Interestingly, I get annoyed with pop songs as I often cannot follow the words, but if I used his box they would often come out clear as day.
The MF10 seems to be still available, but not the MF6 as far as I can see. There are other switched capacitor filter ICs available though. I can't find the schematics, but I do have a calculated filter response that illustrates the sort of response I was aiming for: